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Isaac Vallie-Flagg was born 8 April, 1978 in Ann Arbor, Michigan, USA. Flagg began practicing Jiujitsu after seeing a UFC event on TV. This eventually led to his career in MMA. Flagg is currently fighting out of Albuquerque, New Mexico with Jackson's Mixed Martial Arts, in the UFC Lightweight Division. Flagg has also competed in Strikeforce and King of the Cage. Before the Strikeforce organization folded Flagg held a 2-0 record with that promotion.

Flagg was briefly linked to a bout with Danny Castillo on 26 April, 2014 at UFC 172. However, the UFC removed Flagg from the bout in favour of a match up with Takanori Gomi. He lost the fight via unanimous decision. Despite the loss on the scorecards, Flagg was awarded his first Fight of the Night bonus award for the bout.